To schedule a showing of 801 W 2nd Avenue, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$3,750,000 Reduced -$245,000
801 W 2nd Avenue
Windermere, FL 34786
  • 5Beds
  • 7.00Total Baths
  • 6 Full, 1 HalfBaths
  • 5,639SqFt
  • 2008Year Built
  • 0.45Acres
  • MLS# O6375693
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market4 months, 23 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Aladar On Lake Butler

Overview

Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the areas most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed landscaping, a freshly painted exterior and a new roof. Completing the offering is a newly constructed $85,000 private dock by Docks of Orlando, delivering direct access to the tranquil waters of Wauseon Bay. Spanning 5,639 square feet, the home showcases thoughtfully curated living spaces designed to capture sweeping views of one of the tranquil stretches of the Butler Chain. A dramatic two-story foyer opens to the formal living area, where expansive sightlines extend to the resort-style pool and spa. These views are beautifully complemented by a striking 650-gallon arched saltwater fish tank that creates a captivating visual connection to the bay beyond. The formal living room is further enhanced by a sculptural paneled feature wall accented with soft ambient lighting, lending an atmosphere of understated elegance. At heart of the home, the gourmet kitchen is sophisticated and functional, featuring a wet bar, wine refrigerator, oversized pantry with a custom swinging door, Wolf and Sub-Zero appliances, quartz countertops, bespoke cabinetry and updated designer lighting. Seamlessly connected is an inviting living space anchored by a dramatic fireplace clad in exotic stone and framed by custom cabinetry with refined wood detailing, creating a warm yet elevated focal point. The newly renovated primary suite on the main level serves as a serene retreat, offering panoramic views of Wauseon Bay. The luxurious en-suite bath is appointed with Christopher Guy lighting, dual vanities, a freestanding soaking tub and a Schonbek Da Vinci chandelier that crowns the space. Also on the first floor are a temperature-controlled wine cellar, a well-equipped laundry room, an additional bedroom and a full bath. A graceful staircase with curved glass railings leads to the second level, highlighted by an impressive 195-square-foot feature wall clad in custom copper patinated iron. The residence also includes a private residential elevator finished with rich wood paneling and a stainless steel SICIS tile floor. The custom cinema is exceptional, showcasing eucalyptus wood millwork, an illuminated glass bar top, Busby cabinetry, generous storage, Sub-Zero appliances, dual under-counter wine refrigerators and plush seating beneath a starlit ceiling. Go onto the expansive private balcony to enjoy sunrise views over the lake, framed by glass railings and finished with AstroTurf flooring. The second floor also offers three additional bedrooms, three full baths and a second laundry room, providing comfort and flexibility for family and guests. Outdoors, the living areas are designed for relaxation and entertaining, complete with a summer kitchen and ample space to enjoy Central Florida lifestyle. For the automotive enthusiast, the three-car air-conditioned garage features RaceDeck tile flooring and a custom storage system. An exclusive respite, this home represents a refined, opulent lifestyle inside and out.



Agriculture / Farm

Association Fees / Info

Community Features:  Park

Bathroom Info

Total Baths:  7.00

Fullbaths:  6

Building Info

Window Features:  Rods, Shutters, WindowTreatments

Roof:  Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary, SpanishMediterranean

Pool Features:  Heated, InGround

Patio:  Covered, Deck, Patio

Pool Private:  Yes

Exterior Features:  FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorGrill, OutdoorKitchen, RainGutters, Storage

Fees / Restrictions

Financial

Original Price:  $4,150,000

Fencing:  Fenced

Garage / Parking

Parking Features:  Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  Gas, LivingRoom

Fireplace:  Yes

Floors:  Carpet, EngineeredHardwood, Tile

Levels:  Two

Spa:  Yes

Laundry Features:  Inside, LaundryRoom

Interior Features:  WetBar, BuiltInFeatures, CeilingFans, CrownMolding, CofferedCeilings, EatInKitchen, Elevator, HighCeilings, KitchenFamilyRoomCombo, MainLevelPrimary, OpenFloorplan, StoneCounters, SplitBedrooms, SmartHome, WalkInClosets, Loft

Appliances:  BarFridge, BuiltInOven, Dishwasher, Microwave, Range, Refrigerator, TanklessWaterHeater, WineRefrigerator

Spa Features:  InGround

Lot Info

Direction Remarks:  From W. Conroy Windermere Rd, take right on Main Street, then left on 2nd Avenue, the home will be on the right

Lot Size Units:  Acres

Lot Size Acres:  0.45

Lot Sqft:  19,558

Vegetation:  PartiallyWooded

Lot Desc:  CityLot, OutsideCityLimits, Landscaped

Misc

Other

Other Structures:  OutdoorKitchen

Special Conditions:  None

Security Features:  SecuritySystem, SecurityGate

Other Rooms Info

Property Info

Section:  07

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco, WoodFrame

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  11

Sqft Info

Sqft:  5,639

Bulding Area Sqft:  7,356

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  8

Tax Legal Description:  ASK LISTING AGENT FOR FULL LEGAL DESCRIPTION. THERE WAS A LOT MERGE REVERSAL.

Tax Block:  00

Tax Annual Amount:  49401.08

Tax Book Number:  N-47

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, NaturalGasConnected, HighSpeedInternetAvailable, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  Lake, LakeFront, LakePrivileges

View:  Yes

Water Body Name:  WAUSEON BAY

View:  Lake, Pool, Water

Schools

Elem:  Windermere Elem

Middle:  Gotha Middle

High:  Olympia High

Directions

From W. Conroy Windermere Rd, take right on Main Street, then left on 2nd Avenue, the home will be on the right

This listing courtesy of Premier Sotheby's Intl. Realty 

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Price & Status History (on davidshippey.com since Wed, Jan 21st 2026)
  • Original Price: $4,150,000
  • Current Price: $3,750,000
  • Price Reduced: $400,000
Date ChangedFromTo
05/29/2026$3,995,000 $3,750,000 Reduced by $245,000

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If you have any questions on 801 W 2nd Avenue, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# O6375693 located at 801 W 2nd Avenue, Windermere, Florida is brought to you by David Shippey REALTOR®

801 W 2nd Avenue, Windermere, Florida has 5 Beds, 6 Full Bath, and 1 Half Bath.
The MLS Number for 801 W 2nd Avenue, Windermere, Florida is O6375693.
The price for 801 W 2nd Avenue, Windermere, Florida is $3,750,000.
The status of 801 W 2nd Avenue, Windermere, Florida is Active.
The subdivision of 801 W 2nd Avenue, Windermere, Florida is Aladar On Lake Butler.
The home located at 801 W 2nd Avenue, Windermere, Florida was built in 2026.